1-(4-Bromophenyl)-N-[2-(dimethylamino)ethyl]methanesulfonamide

ID: ALA3109908

PubChem CID: 17611225

Max Phase: Preclinical

Molecular Formula: C11H17BrN2O2S

Molecular Weight: 321.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNS(=O)(=O)Cc1ccc(Br)cc1

Standard InChI:  InChI=1S/C11H17BrN2O2S/c1-14(2)8-7-13-17(15,16)9-10-3-5-11(12)6-4-10/h3-6,13H,7-9H2,1-2H3

Standard InChI Key:  KGRPYLYBYVSSSF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.4288   -4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -5.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738   -5.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151   -5.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709   -4.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -3.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436   -4.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2838   -3.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1425   -5.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8556   -3.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -3.9591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9999   -4.3769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -5.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8510   -4.3598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -3.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8540   -5.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -5.6186    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  7  9  2  0
  3  5  1  0
 10  7  1  0
  8 12  1  0
 13  3  2  0
 12 11  1  0
  2 12  2  0
  5  8  1  0
  9 13  1  0
 12  4  2  0
  5 10  2  0
  1  6  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109908

   1-(4-bromophenyl)-N-[2-(dimethylamino)ethyl]methanesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 321.24

Molecular Weight (Monoisotopic): 320.0194

AlogP: 1.43

#Rotatable Bonds: 6

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.41

CX Basic pKa: 7.50

CX LogP: 1.35

CX LogD: 1.00

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: -1.86

References

1. Al-Riyami L, Pineda MA, Rzepecka J, Huggan JK, Khalaf AI, Suckling CJ, Scott FJ, Rodgers DT, Harnett MM, Harnett W..  (2013)  Designing anti-inflammatory drugs from parasitic worms: a synthetic small molecule analogue of the Acanthocheilonema viteae product ES-62 prevents development of collagen-induced arthritis.,  56  (24): [PMID:24228757] [10.1021/jm401251p]

Source

Source(1):

• Scientific Literature